Vacation rentals with a pool in Redington Shores

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Top-rated rentals with a pool in Redington Shores

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.
Condo in Indian Shores
4.94 out of 5 average rating, 137 reviews

Tropical Beachfront Penthouse-Beach Cottages

Welcome to this spacious top floor oceanfront condo at the Beach Cottages in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free WiFi, Premium Cable TV, Garage Parking, Private Beach, Pool & Spa.

Top guest favorite
Condo in Madeira Beach
4.98 out of 5 average rating, 105 reviews

Beach Front at “The Shore”

Welcome to The Shore —a beautifully renovated beachfront retreat in the heart of Madeira Beach. This second-floor 2-bedroom, 2-bath condo offers completely unobstructed Gulf views and the rare feeling of being almost directly on the water. Relax with your morning coffee in the signature blue chairs, watch breathtaking sunsets from the living room, and enjoy easy access to John’s Pass, waterfront dining, shopping, and the best of Gulf Coast beach living, where the shoreline feels just feet away.

Top guest favorite
Bungalow in Indian Shores
4.96 out of 5 average rating, 188 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Guest favorite
Condo in Indian Shores
4.89 out of 5 average rating, 134 reviews

Salty Air Retreat

Salty Paradise Retreat! Come enjoy all that central Florida's Gulf Coast has to offer in this efficiency condo close to everything! This first floor studio unit has been completely renovated and is conveniently located across from the sugar sand beaches and directly on the inter coastal water way with boat slips outside the back door. Guests can enjoy the Olympic sized pool, relax at the beach or fish on the docks out back. There are restaurants and water activities within walking distance!

Top guest favorite
Condo in Indian Shores
4.77 out of 5 average rating, 129 reviews

Cozy Indian Shores Beach Condo #367

Boats are welcome! Dock your boat right out the back door. Experience one of the most exciting beach areas in the U.S. This location attracts tourists from around the world, making it an exciting, adventurous and ideal vacation resort. This efficiency condo is close to everything, you can spend your time at the beach, ride bicycles, kayaking, long walks on the beach, enjoy dining, coffee shops, and shopping. Or just relax by sitting out back and watching as the dolphins and manatees swim by.

Top guest favorite
A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.
Home in St. Petersburg
5 out of 5 average rating, 209 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Guest favorite
Apartment in Redington Shores
4.87 out of 5 average rating, 116 reviews

Beach Studio 8

This fully renovated Studio is right on Gulf Blvd and across the street you have the Beach! Great restaurants up and down Gulf Blvd, 30 minutes to St. Petersburg or Clearwater, 45 minutes to Tampa Airport. You have a dedicated parking spot and easy Beach access. Includes: Queen size Bed TV Wifi Fully Equipped Kitchen- Keurig, pots and pans, dishware, silverware, etc. (all brand new) Washer/Dryer in the building (Credit card Payments accepted) Heated Pool in front of your door.

Top guest favorite
A balcony space is shown with two white lounge chairs positioned facing the ocean. The beach and turquoise waters are visible in the background, complemented by a clear blue sky. The glass door provides seamless access to the indoor area.
Condo in Indian Shores
4.98 out of 5 average rating, 122 reviews

Relax in a Newly Renovated Beach Front Paradise

Immerse yourself in the stunning beauty of the Gulf Coast at this hidden gem, perfectly nestled in the charming Indian Shores. This property exudes a coastal ambiance, providing a tranquil sanctuary to bask in the sugar-white sands and sparkling turquoise waters. Beach chairs & towels are thoughtfully provided. All you need to bring is a swimsuit & toothbrush. Exciting updates include new furniture & bedding added in '25 as well as a beautifully renovated walk-in shower in '24.

Guest favorite
A serene sunset is captured over the calm ocean, with vibrant orange and yellow hues reflecting on the water's surface. Silhouettes of palm fronds frame the view, while a faint outline of the shoreline can be seen in the foreground.
Condo in Indian Shores
4.98 out of 5 average rating, 153 reviews

The Seascape Premier Beachfront Cottage-Gulf View

Treat yourself, you deserve it! Our condo is updated and furnished for your comfort and convenience. It's the perfect place for a romantic couples getaway, fun in the sun for families or a paradise of peace for seniors. Enjoy watching the boats sail by from our balcony or laying by our pool and basking in the sunshine. Step out to the beach, feel the warm sand between your toes and indulge in the Gulf. Make lifelong memories and melt your stress away at Indian Shores.

Top guest favorite
An inviting heated saltwater pool is softly lit in the evening, surrounded by sun loungers. The vibrant mural features a large tropical flower. A close-up shows a decorative pillow with the word 'SUNSET.' The living area offers a cozy seating arrangement with colorful cushions and a decorative coffee table.
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 183 reviews

Luxury Beach Bungalow | Walk to Dining & Sunset

Welcome to Mango! Nestled in the heart of Indian Rocks Beach. IRB is a hidden gem radiating a whimsical, small-town charm that evokes nostalgic memories of carefree childhood summers by the shore. Just ✌🏽 blocks away, the Gulf beckons, offering pristine fluffy sand and unforgettable sunsets. As the sister cottage of Coco, Mango invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits! 🥭

Top guest favorite
The living area features light-colored furnishings, including a comfortable sofa and recliner. A wall art piece of fish adds interest above the sofa. A light area rug is placed underfoot, and a tall plant enhances the natural ambiance. The kitchen is visible in the background.
Condo in Indian Shores
4.94 out of 5 average rating, 100 reviews

Beach & Intercoastal Access -Indian Shores, FL

🌟🌟Enjoy Florida’s best at this newly renovated efficiency condo on the beautiful intercoastal waterway of Indian Shores. This 2nd floor unit features a balcony overlooking the Olympic size pool. Guests can also enjoy fishing, boating, jet skiing and more from the back of your unit. Boat slips available first come first serve, and rental facilities 1.7 ml's away. Restaurants & unique coastal shopping within walking distance. 🌟🌟

Guest favorite
Condo in Redington Shores
4.82 out of 5 average rating, 212 reviews

Beachside 1 Bedroom Condo on Redington Beach!

NOTE: If your dates aren't available, we have several other beach listings varying in size, including some not advertised here. See my profile for availability and ask for details! Nestled in the heart of the #1 rated beach area in the U.S., this is one of the only boutique vacation complexes located ON THE BEACH! Experience relaxing beach life, steps from your door to the iconic white sands. Nearby, countless attractions await!

Popular amenities for Redington Shores rentals with a pool

When is the best time to visit Redington Shores?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$55,647 GYDG$58,576 GYDG$49,162 GYDG$48,325 GYDG$41,840 GYDG$41,840 GYDG$38,283 GYDG$35,982 GYDG$39,329 GYDG$38,283 GYDG$47,488 GYDG$47,488 GYD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

Quick stats about vacation rentals with a pool in Redington Shores

  • Total vacation rentals

    Explore 80 vacation rentals in Redington Shores

  • Nightly prices starting at

    Redington Shores vacation rentals start at G$16,736 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,960 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Redington Shores vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Redington Shores rentals

  • 4.8 Average rating

    Redington Shores stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

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